Stadium: Court 8 Round: 25 Ground: Hardcourt outdoor
| ITF M25 Brisbane | 2019/10/01 00:00 | Dane Sweeny v Stephen Kaldawi | 6-2,6-3 |
| ITF M25 Brisbane | 2019/09/30 00:00 | Jurence Zosimo Mendoza v Stephen Kaldawi | 4-6,6-7 |
| ITF M25 Brisbane | 2019/09/29 04:00 | Stephen Kaldawi v Ren Nakamura | 6-3,6-4 |
| ITF M25 Cairns | 2019/09/17 03:00 | Wishaya Trongcharoenchaikul v Stephen Kaldawi | 3-6,7-6,6-4 |
| ITF M25 Cairns | 2019/09/16 04:55 | Thomas Braithwaite v Stephen Kaldawi | 2-6,1-6 |
| ITF M25 Cairns | 2019/09/15 05:30 | Corey Gaal v Stephen Kaldawi | 4-6,4-6 |
| ITF M15 Cancun | 2019/07/29 15:00 | Stephen Kaldawi v Daniel Antonio Nunez | 4-6,2-6 |
| ITF M15 Cancun | 2019/07/29 13:30 | Stephen Kaldawi v Eduardo Reyna | 6-2,6-0 |
| ITF M25 Darwin | 2019/09/26 00:30 | Martin Beran v Matthew Romios | 5-7,6-3,6-3 |
| ITF M25 Darwin | 2019/09/25 00:30 | Francis Casey Alcantara v Matthew Romios | 1-6,6-3,3-6 |
| ITF M25 Cairns | 2019/09/18 00:00 | Matthew Romios v James Ibrahim | 7-6,3-6,1-6 |
| ITF M15 Jakarta | 2019/08/16 02:30 | Dayne Kelly v Matthew Romios | 6-0,7-5 |
| ITF M15 Jakarta | 2019/08/15 02:30 | Hiroyasu Ehara v Matthew Romios | 2-6,1-6 |
| ITF M15 Jakarta | 2019/08/14 02:30 | Ari Fahresi v Matthew Romios | 4-6,1-6 |
| Challenger Yokkaichi | 2019/08/07 03:55 | Hyeon Chung v Matthew Romios | 6-3,6-1 |
| Challenger Yokkaichi | 2019/08/05 03:25 | Matthew Romios v Benjamin Lock | 6-7,6-2,6-2 |